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Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides
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dc.contributor.author | Aitken, R. Alan | |
dc.contributor.author | Henderson, Sarah | |
dc.contributor.author | Slawin, Alexandra M. Z. | |
dc.date.accessioned | 2019-03-20T00:38:15Z | |
dc.date.available | 2019-03-20T00:38:15Z | |
dc.date.issued | 2018-07-11 | |
dc.identifier | 252505516 | |
dc.identifier | 341445c1-1611-4473-9793-c40b0b7dc83f | |
dc.identifier | 85044248419 | |
dc.identifier | 000438136100007 | |
dc.identifier.citation | Aitken , R A , Henderson , S & Slawin , A M Z 2018 , ' Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides ' , Journal of Sulfur Chemistry , vol. 39 , no. 4 , pp. 422-434 . https://doi.org/10.1080/17415993.2018.1449844 | en |
dc.identifier.issn | 1741-5993 | |
dc.identifier.other | ORCID: /0000-0001-6959-5311/work/42954157 | |
dc.identifier.other | ORCID: /0000-0002-9527-6418/work/56862031 | |
dc.identifier.uri | https://hdl.handle.net/10023/17319 | |
dc.description.abstract | Isomerisation of 2-benzylidene-1,3-dioxolane to 3-phenylbutyrolactone occurs readily under flash vacuum pyrolysis (FVP) conditions. 2-Diphenylmethyl-1,3-oxathiolane and 2-benzyl-1,3-oxathiolane have been prepared and the latter compound has been oxidised to the corresponding sulfoxide, whose structure and conformation is examined by 1H NMR, and to the sulfone whose X-ray structure is determined. 2-Benzylidene-1,3-oxathiolane is also prepared and the behaviour of the three S-oxidised oxathiolane derivatives upon FVP is examined. While extrusion of SOn to give ethene and a carbonyl compound predominates in all three cases, the sulfoxide also gives bis(2-hydroxyethyl) disulfide, most likely formed via thiirane S-oxide and 1,2-oxathietane. | |
dc.format.extent | 13 | |
dc.format.extent | 318413 | |
dc.format.extent | 2332660 | |
dc.format.extent | 234278 | |
dc.format.extent | 303905 | |
dc.language.iso | eng | |
dc.relation.ispartof | Journal of Sulfur Chemistry | en |
dc.subject | 1,3-oxathiolane | en |
dc.subject | Pyrolysis | en |
dc.subject | Sulfoxide | en |
dc.subject | Sulfone | en |
dc.subject | X-ray structure | en |
dc.subject | QD Chemistry | en |
dc.subject | DAS | en |
dc.subject.lcc | QD | en |
dc.title | Structure and thermal reactivity of some 2-substituted 1,3-oxathiolane S-oxides | en |
dc.type | Journal article | en |
dc.contributor.institution | University of St Andrews. School of Chemistry | en |
dc.contributor.institution | University of St Andrews. EaSTCHEM | en |
dc.identifier.doi | 10.1080/17415993.2018.1449844 | |
dc.description.status | Peer reviewed | en |
dc.date.embargoedUntil | 2019-03-20 |
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